
Family-friendly vacation rentals in Brewster
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Brewster

Total vacation rentals
Explore 380 vacation rentals in Brewster

Nightly prices starting at
Brewster vacation rentals start at G$16,745 GYD per night before taxes and fees

Verified guest reviews
Over 10,260 verified reviews to help you choose

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
370 of Brewster vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Brewster
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Songbird Studio- Secluded but close to everything!
Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Cape Cod Farmhouse: Walk to the Beach in Brewster!
Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Sophisticated, Private Cape Cod living
LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Shining Sea Condo
Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Hillside Cottage
A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Daffodil Cottages #45
Charming cottage tucked away on a quiet lane yet a short walk to shops, restaurants and the beach. Great for one couple or single. Very comfortable and fully equipped with bedroom, full bath, living room and kitchen. There is a sleep sofa in the living room for one or two small children. Discover the historic village of Brewster with sea captain's homes, quaint shops, excellent restaurants and miles of beautiful bay beaches.

Privacy with Cape Cod charm
This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster
Popular amenities for Brewster family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Violet’s Place- king bed- pet friendly- hot tub!

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

Luxury House 0.25 mi from Craigville Beach

Cape Cod Escape Pet Friendly Hot Tub Sleeps 10

Beach & Recharge! Hot Tub, Fire Pit & EV Charger
Family- and pet-friendly home rentals

gorgeous waterfront cottage w/4kayaks and 2 SUPs

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Brewster Hideaway

Shop, Swim, Hike, Bike in Historic Brewster

Beautiful 4 bed/3 bath in Brewster, MA

Quaint & Cozy TinyHome! 300sqft/firepit/smallpetOK

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

The Sea Captain's Carriage House
Family-friendly home rentals with a pool

5-bedroom Cape with a pool and yard games.

House on Cape Cod with pool close to beach

Fenced Pool, Fire pit, Outside dining, Coffee bar

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Modern Cape, Private Heated Pool, Beach, Golf

Great Location. Near Beach & Main Street. Unit M1

Jolly Captain Lighthouse

Steps from Bass River Marina · Private Balcony
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,261 GYD | G$73,261 GYD | G$65,935 GYD | G$61,749 GYD | G$69,703 GYD | G$83,099 GYD | G$103,612 GYD | G$103,612 GYD | G$70,331 GYD | G$64,888 GYD | G$61,749 GYD | G$61,749 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
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- Rentals with beach access Brewster
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- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Onset Beach
- Duxbury Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Coast Guard Beach
- New Silver Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
- Cahoon Hollow Beach
- Race Point Beach
- Popponesset Peninsula
- Sea Gull Beach
- Cape Cod Canal
- Sandwich Glass Museum





